Countryside Holiday Rentals, Chicago: Private House Rentals

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Go beyond your typical stay in Countryside

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Our top choices for Countryside hotels

A restaurant with a long counter, booths, and hanging light fixtures.

A gazebo in a garden with a brick building in the background.

A large hall with rows of chairs, a patterned carpet, and hanging light fixtures.

A modern lounge area with a sofa, armchairs, and a coffee table.

1. William Tell Hotel MOD Collection by Sonesta

Countryside

Pablo

3.179.997 ₫

3.560.776 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a desk with a television, a chair, and a window with curtains.

A modern restaurant with long communal tables and booths, a flat-screen TV mounted on the wall, and a patterned floor.

A hotel corridor with orange walls, a herringbone-patterned floor, and a row of doors on the right.

A hotel with a covered entrance, a sign indicating it is a Best Western Plus, and a parking lot with several cars.

2. Best Western Plus Chicagoland - Countryside

Countryside

Tracy

2.980.257 ₫

3.337.291 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

3. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

3.714.282 ₫

4.270.680 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

A snack and beverage kiosk with various snacks and drinks.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

2.514.023 ₫

2.790.062 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A residential street with a sidewalk, houses, and greenery.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

5. Carleton of Oak Park

Oak Park

Suzanne

3.179.218 ₫

3.528.309 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

6. Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

Ramona

3.740.256 ₫

4.308.600 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.

A modern hotel corridor with wooden paneling, a staircase, and a snack bar with various packaged goods.

A hotel reception desk with two computer stations, a modern wall design, and a visible window.

7. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

Yashica Slater

3.376.620 ₫

3.983.737 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A gym with cardio machines, weight benches, and a large window offering a city view.

8. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Lauren

5.506.488 ₫

6.546.665 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

8.258.174 ₫

10.713.727 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

10. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Marta

4.648.567 ₫

5.526.679 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

11. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Brian

4.525.970 ₫

5.380.928 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A modern lounge area with seating, a bar, and large windows offering views.

A modern gym with various exercise equipment, large windows, and a city view.

12. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

6.831.162 ₫

8.121.569 ₫ total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with wooden beams, clear glass walls, and lounge chairs.

A hotel room with two single beds, a desk with a chair, a flat-screen TV mounted on the wall, and a window with curtains.

A modern room with a flat-screen TV, a yellow sofa, a round wooden table, a patterned armchair, and a painting on the wall.

A hotel lobby with a marble reception desk, seating area, and a view of the outdoors.

13. Hampton Inn Chicago-Carol Stream

Carol Stream

Kristiane

2.534.543 ₫

2.812.836 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

14. L7 Chicago by LOTTE

Downtown Chicago

GUILLERMO

7.690.901 ₫

9.143.712 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

15. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

8.203.628 ₫

9.753.293 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

A hotel lobby with a reception desk, seating area, and a mural of a city skyline.

A hotel room with a large window, a bed, a sofa, a desk, and a TV.

16. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Mythli

5.601.293 ₫

7.122.493 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.

A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

17. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Patricia

5.431.163 ₫

7.219.447 ₫ total

includes taxes & fees

25 Oct - 26 Oct

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

18. Hotel Riu Plaza Chicago

Downtown Chicago

Sean Robert

6.139.307 ₫

8.039.282 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A compact kitchen with a microwave, coffee maker, and sink.

A restaurant with booths, tables, and a green wall in the background.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

19. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Tremecka

4.181.814 ₫

4.971.759 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

A modern restaurant interior with a long counter, booths, and tables.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

20. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Cecilia

5.431.163 ₫

6.457.109 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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Learn more about Countryside

This small suburban village offers peaceful parks like Countryside Park where families gather for weekend picnics and softball games. Locals recommend visiting the nearby Brookfield Zoo in Brookfield for its impressive wildlife exhibits and seasonal light displays.

See all hotels in Countryside

A rustic barn in a lush green field with tall trees and a clear sky.

Top Countryside Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Room was very clean and comfortable. Great bed, nice shower. Only stayed one night. It was nice having coffee in the room and a Starbucks downstairs. There were also plenty of restaurants within walking distance. We did not eat breakfast at the hotel as it was a very expensive buffet. We didn’t have a chance to walk around since our visit was short and the weather was terrible but it looked like it was a very convenient location close to Navy Pier and other attractions."

Hyatt Regency Chicago

10/10 Excellent

"The room was very clean and attractive. My only suggestion is that bars for safety, in the bathroom would be helpful, when entering the tub for a bath or shower. Everyone with whom I had contact was professional and eager to assist. It was a delight to deal with staff. My only suggestion is that on the day I was leaving, the cleaning staff appeared to rush me out at 9:00 in the morning, when I had until 12 to check out. That was somewhat annoying. Other than that, it was a very pleasant experience and I would return to this hotel in the future."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Expedia said free breakfast. There was no free breakfast. 😞"

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Great location, friendly staff, tasty breakfast."

The Wade

10/10 Excellent

"Great place and very clean. Staff was very helpful with great hospitality. I would recommend to anyone."

River Hotel

8/10 Good

"No view whatsoever, tried to get an upgrade, no luck …"

More cheap stays in Countryside

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

1.599.739 ₫

1.839.381 ₫ total

29 Sept - 30 Sept

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

1.922.076 ₫

2.152.341 ₫ total

28 Sept - 29 Sept

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

2.080.258 ₫

2.319.219 ₫ total

11 Oct - 12 Oct

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

2.514.023 ₫

2.790.062 ₫ total

4 Oct - 5 Oct

includes taxes & fees

9/10 Wonderful! (3,043 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

4.181.814 ₫

4.971.759 ₫ total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (2,866 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

5.473.153 ₫

6.507.033 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,642 reviews)

Hotels in Countryside with star rating

Frequently asked questions

What's the seasonal weather in Countryside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.

Explore a world of travel with Expedia

Book Hotels in Countryside on Expedia.com

Find hotels in Countryside, IL from 1.839.381 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Countryside

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Countryside hotels

1. William Tell Hotel MOD Collection by Sonesta

2. Best Western Plus Chicagoland - Countryside

3. Hampton Inn Chicago-O'Hare International Airport

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Carleton of Oak Park

6. Holiday Inn Chicago O'Hare – Rosemont by IHG

7. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

8. Hyatt Place Chicago/Downtown - The Loop

9. Sable at Navy Pier Chicago, Curio Collection by Hilton

10. The Chicago Hotel Collection Ambassador Gold Coast

11. Hilton Chicago/Magnificent Mile Suites

12. Hyatt House Chicago/West Loop-Fulton Market

13. Hampton Inn Chicago-Carol Stream

14. L7 Chicago by LOTTE

15. Hilton Vacation Club Hotel Blake Chicago

16. La Quinta Inn & Suites by Wyndham Chicago Downtown

17. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

18. Hotel Riu Plaza Chicago

19. Travelodge by Wyndham Downtown Chicago

20. Homewood Suites by Hilton Chicago Downtown South Loop

Learn more about Countryside

Top Countryside Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

Hyatt Regency Chicago

Fairmont Chicago at Millennium Park

Hampton Inn Chicago Downtown/Magnificent Mile

The Wade

River Hotel

More cheap stays in Countryside

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Naperville

SureStay Plus Hotel by Best Western Chicago Lombard

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Countryside with star rating

Frequently asked questions

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